Non-phosgene route to unsymmetrical ureas from N-Cbz-alpha-amino acid amides

    Authors

    E. H. G. Zadeh; N. E. Abo-Dya; A. C. Sotuyo; I. Ghiviriga;C. D. Hall

    Comments

    Authors: contact us about adding a copy of your work at STARS@ucf.edu

    Abbreviated Journal Title

    Tetrahedron Lett.

    Keywords

    Urea synthesis; Rearrangement; Non-phosgene; alpha-Amino acid amides; BETA-SHEET LIGANDS; ALZHEIMERS-DISEASE; CARBON-DIOXIDE; OXIDATIVE; CARBONYLATION; TETRASUBSTITUTED UREAS; DERIVATIVES; EFFICIENT; ANTAGONISTS; INHIBITORS; DESIGN; Chemistry, Organic

    Abstract

    A convenient method toward the synthesis of alpha-amino acid-derived unsymmetrical ureas 2 is described herein. This route involves an interesting rearrangement of amides of N-Cbz-alpha-amino acids 1, which pre-sumably entails the intermediacy of hydantoins that is followed by hydrolysis to afford unsymmetrical ureas 2 in quantitative yields and high purity. (C) 2013 Elsevier Ltd. All rights reserved.

    Journal Title

    Tetrahedron Letters

    Volume

    54

    Issue/Number

    40

    Publication Date

    1-1-2013

    Document Type

    Article

    Language

    English

    First Page

    5467

    Last Page

    5469

    WOS Identifier

    WOS:000324452100012

    ISSN

    0040-4039

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